All-School Spirit Week and Under the Lights Returns in 2021!

October 18-22 was Spirit Week. From faculty and staff to students, the whole school participated in dress up days and Wildcat spirit was on full display. Themes included MET Gala, iconic decades, and dress as something that begins with the first letter of your first name (Jen? Jellyfish!). Particularly creative this year was bringing “anything but a backpack,” which had students rolling around shopping carts, pushing strollers, rolling suitcases, and even carrying toaster ovens. Of course, everyone donned full-on spirit gear for Red Day on Friday, October 22. The pep rally was back and the entire school community met outside on the turf for cheers by class, musical performances, and awards. At the end, students gave a big wave to our neighbors in the Longwood Medical and Academic Area who peered out from offices and hospital rooms. As the sun set, teams ran out to the fields and courts. Between field hockey, soccer, and volleyball there were 11 games on campus—a spectacular and festive scene with dozens of spectators plus light snacks under the courtyard tent featuring a Fenway-inspired menu: vegan chili, hot dogs, ballpark-style pretzels, and even apple crisp. On Sunday, October 24, the festivities continued with finals for the Head of the Charles Regatta. Winsor had two teams racing and spectators cheered them on from the Belmont Hill Winsor Boat House.


Click to view a gallery of Winsor Spirit Week and Under the Lights 2021